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Island Harbour Vacation Packages

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A tropical island with clear turquoise waters, a small beach, and a few boats.

Island Harbour
Anguilla
Caribbean
Hotwire.com

Island Harbour Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Anguilla Great House Beach Resort

3.5 out of 5

Price was $1,182, price is now $1,044 per person

$1,044

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to The Valley (AXA)

Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Rendezvous Bay Beach are located nearby.

Its a great place to unwind and relax

Reviewed on Sep 10, 2026

Aurora Anguilla Resort & Golf Club

5 out of 5

Price was $3,820, price is now $2,566 per person

$2,566

per person

Nov 30 - Dec 4

found 1 day ago

Roundtrip flight included

Miami (MIA) to The Valley (AXA)

Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Aurora International Golf Club are located nearby.

Ceblue Luxury Villas

5 out of 5

Save 100% on your flight

Price was $5,550, price is now $4,537 per person

$4,537

per person

Nov 7 - Nov 13

just found

Roundtrip flight included

Fort Lauderdale (FLL) to The Valley (AXA)

Book a stay at this luxury villa in The Valley. Enjoy free WiFi, free parking, and 8 outdoor pools. Popular attractions Shoal Bay Beach and Meads Bay are located nearby.

6 BR Villa With Concierge Amenities Pool

2 out of 5

Save 100% on your flight

Price was $9,034, price is now $7,391 per person

$7,391

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to The Valley (AXA)

Stay at this villa in The Valley. Enjoy a garden. Popular attractions Shoal Bay Beach and Meads Bay are located nearby.

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5

Save 100% on your flight

Price was $7,606, price is now $6,255 per person

$6,255

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to The Valley (AXA)

Stay at this villa in The Valley. Enjoy a garden. Popular attractions Shoal Bay Beach and Meads Bay are located nearby.

Four Seasons Resort and Residences Anguilla

5 out of 5

Price was $2,818, price is now $2,496 per person

$2,496

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to The Valley (AXA)

Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Meads Bay Beach are located nearby.

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5

Price was $5,811, price is now $5,147 per person

$5,147

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to The Valley (AXA)

Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meads Bay and Maundays Bay are located nearby.

Genesis Residences

2.5 out of 5

Price was $1,757, price is now $1,564 per person

$1,564

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Raleigh (RDU) to The Valley (AXA)

Stay at this hotel in Cove Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Meads Bay and Aurora Anguilla Entertainment Complex are located nearby.

Our stay at Genesis Residence in Anguilla was absolutely wonderful! The property was beautiful, clean, comfortable, and in an excellent location with easy access to some of the island’s best beaches, restaurants, and attractions. What truly made our experience exceptional was the staff. Geraldine was incredibly friendly, attentive, and genuinely committed to making sure we had everything we needed. The warm hospitality made us feel right at home from the moment we arrived. If you’re looking for a relaxing, well-maintained place to stay with outstanding service and a fantastic location, I highly recommend Genesis Residence. We had an amazing vacation and look forward to staying here again on our next trip to Anguilla!

Reviewed on Jul 24, 2026